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Set behind private gates in coveted Lower Hillsborough, this French-inspired estate blends timeless architecture with gracious spaces for everyday living and entertaining. A slate roof and architectural details introduce the home, while a grand entry with a sweeping curved staircase creates a memorable arrival. Elegant formal living and dining rooms are complemented by four fireplaces and an inviting library with custom built-in shelving. The kitchen features a Wolf range and opens to the spacious family room, creating a comfortable gathering place at the heart of the home. Soaring ceilings, Caribbean pine flooring, and travertine finishes add warmth and character throughout. The expansive primary suite offers a peaceful retreat with a soaking tub and appointed bath. Outside, landscaped grounds provide inviting spaces for relaxation and entertaining, with the gentle sounds of nearby San Mateo Creek creating a tranquil natural backdrop. Ideally located just minutes from the downtowns of Burlingame and San Mateo, with their dining, boutique shopping, and entertainment, the property offers easy access to excellent schools, major commute routes, San Francisco, and Silicon Valley. A rare opportunity to experience refined living in one of the Peninsula's most desirable neighborhoods.

5 Beds ⋅ 5 Baths ⋅ ML82064709 MLS

Set behind private gates in coveted Lower Hillsborough, this French-inspired estate blends timeless architecture with gracious spaces for everyday living and entertaining. A slate roof and architectural details introduce the home, while a grand entry with a sweeping curved staircase creates a memorable arrival. Elegant formal living and dining rooms are complemented by four fireplaces and an inviting library with custom built-in shelving. The kitchen features a Wolf range and opens to the spacious family room, creating a comfortable gathering place at the heart of the home. Soaring ceilings, Caribbean pine flooring, and travertine finishes add warmth and character throughout. The expansive primary suite offers a peaceful retreat with a soaking tub and appointed bath. Outside, landscaped grounds provide inviting spaces for relaxation and entertaining, with the gentle sounds of nearby San Mateo Creek creating a tranquil natural backdrop. Ideally located just minutes from the downtowns of Burlingame and San Mateo, with their dining, boutique shopping, and entertainment, the property offers easy access to excellent schools, major commute routes, San Francisco, and Silicon Valley. A rare opportunity to experience refined living in one of the Peninsula's most desirable neighborhoods.

501 El Cerrito AVE, Hillsborough

Listed by Ranya Kaileh Francis, 415-722-5115 from Sotheby's Intl Rlty
(If provided) CoList: Haifa Khoury from Sotheby's Intl Rlty

Sold listing courtesy of Jim Arbeed from CBR

$7,172,500

Located in prime Lower South Hillsborough, this beautifully updated home sits on approximately 0.42 acres of flat, private, and meticulously landscaped grounds designed for effortless indoor-outdoor living. The front yard features manicured turf and a putting green, while the backyard offers a resort-like setting with a pool, built-in BBQ, outdoor TV, and multiple entertaining areas. Light-filled interiors showcase a seamless flow with a spacious kitchen/family room combination and formal living and dining rooms, all oriented toward the backyard. A rare highlight is the presence of two primary suites, providing exceptional flexibility. The upstairs primary retreat features dual closets, a private deck overlooking the pool, a spa-like bath with soaking tub, dual sinks, and high ceilings, plus an attached office with built-ins. A nursery is conveniently located adjacent to this suite. A second primary suite is located on the main level and overlooking the backyard. Alongside, is 2 additional bedroom suites, offering comfort and privacy for family and guests. Ideally located, mere blocks from Crystal Springs Uplands School, South Elementary, The Episcopal Day School, and just minutes to downtown San Mateo.

5 Beds ⋅ 5 Baths ⋅ ML82044375 MLS

Located in prime Lower South Hillsborough, this beautifully updated home sits on approximately 0.42 acres of flat, private, and meticulously landscaped grounds designed for effortless indoor-outdoor living. The front yard features manicured turf and a putting green, while the backyard offers a resort-like setting with a pool, built-in BBQ, outdoor TV, and multiple entertaining areas. Light-filled interiors showcase a seamless flow with a spacious kitchen/family room combination and formal living and dining rooms, all oriented toward the backyard. A rare highlight is the presence of two primary suites, providing exceptional flexibility. The upstairs primary retreat features dual closets, a private deck overlooking the pool, a spa-like bath with soaking tub, dual sinks, and high ceilings, plus an attached office with built-ins. A nursery is conveniently located adjacent to this suite. A second primary suite is located on the main level and overlooking the backyard. Alongside, is 2 additional bedroom suites, offering comfort and privacy for family and guests. Ideally located, mere blocks from Crystal Springs Uplands School, South Elementary, The Episcopal Day School, and just minutes to downtown San Mateo.

300 Uplands DR, Hillsborough

Listed by Sternsmith Group, 650-678-5455 from Compass
(If provided) CoList: from

Sold listing courtesy of Max Lo from GRBA

$5,800,000

Set on a private, gated .86 acres of stunningly landscaped grounds, this exceptional contemporary residence was extensively remodeled to perfection in 2017. Floor-to-ceiling glass walls throughout fill the interior spaces with natural light and create a seamless connection to the serene outdoors. A gracious foyer leads to an elegant living and dining room ensemble wrapped in walls of glass, with a chic fireplace adding warmth and intimacy. The amazing chefs kitchen is anchored by a dramatic center island, ample cabinetry, and generous counter space. Huge sliding glass doors open to a large deck, creating an idyllic setting for morning coffee, dining, or relaxed entertaining. The primary suite features an expansive glass wall with sliding door, a romantic fireplace, huge walk-in closet, and remote-controlled blinds. Two additional bedrooms with dedicated bathrooms offer flexibility, with one beautifully arranged as an office with custom cabinetry and desks. Outside, majestic trees, meandering creek, incredible landscaping, expansive synthetic turf, and wrap-around decking create a truly magical park setting. Extending from El Cerrito to Rockridge Drive, this property offers a rare sanctuary where architecture, light, landscape, and contemporary luxury exist in effortless harmony.

3 Beds ⋅ 3 Baths ⋅ ML82061884 MLS

Set on a private, gated .86 acres of stunningly landscaped grounds, this exceptional contemporary residence was extensively remodeled to perfection in 2017. Floor-to-ceiling glass walls throughout fill the interior spaces with natural light and create a seamless connection to the serene outdoors. A gracious foyer leads to an elegant living and dining room ensemble wrapped in walls of glass, with a chic fireplace adding warmth and intimacy. The amazing chefs kitchen is anchored by a dramatic center island, ample cabinetry, and generous counter space. Huge sliding glass doors open to a large deck, creating an idyllic setting for morning coffee, dining, or relaxed entertaining. The primary suite features an expansive glass wall with sliding door, a romantic fireplace, huge walk-in closet, and remote-controlled blinds. Two additional bedrooms with dedicated bathrooms offer flexibility, with one beautifully arranged as an office with custom cabinetry and desks. Outside, majestic trees, meandering creek, incredible landscaping, expansive synthetic turf, and wrap-around decking create a truly magical park setting. Extending from El Cerrito to Rockridge Drive, this property offers a rare sanctuary where architecture, light, landscape, and contemporary luxury exist in effortless harmony.

739 El Cerrito AVE, Hillsborough

Listed by Jim Arbeed, 650-558-4248 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Cortney Laugesen from KWPEN

$5,350,000

Extremely rare opportunity available to build your dream home on this flat, over-half an acre south facing lot with perimeter foliage and surrounded by estate homes. No trees obstructing the buildable area, Outstanding location surrounded by estate home in lower South Hillsborough, just minutes to Burlingame, top-rated public and private schools and local country clubs. Enjoy the convenience of being located near the San Francisco Airport and Silicon Valley. First time available in 50 +- years.

3 Beds ⋅ 2 Baths ⋅ ML82046633 MLS

Extremely rare opportunity available to build your dream home on this flat, over-half an acre south facing lot with perimeter foliage and surrounded by estate homes. No trees obstructing the buildable area, Outstanding location surrounded by estate home in lower South Hillsborough, just minutes to Burlingame, top-rated public and private schools and local country clubs. Enjoy the convenience of being located near the San Francisco Airport and Silicon Valley. First time available in 50 +- years.

135 Stonehedge RD, Hillsborough

Listed by Judy Citron, 650-400-8424 from Compass
(If provided) CoList: Talia Citron from Compass

Sold listing courtesy of Geoffrey Nelson from CBR

$4,500,000

Set on approximately 0.62 acres in desirable Lower South Hillsborough, this inviting ranch-style residence offers an exceptional combination of privacy, space, convenience, and tremendous potential. The home features three bedrooms and two-and-a-half bathrooms, with beautiful hardwood floors, freshly painted interiors, and newly refinished flooring creating a bright and welcoming backdrop. A generously sized family room and separate dining room both open directly to the expansive backyard, providing wonderful indoor-outdoor flow and effortless access to the patio and lawn. The private grounds are a standout feature, offering a large outdoor patio, expansive grassy areas, and ample room to reimagine the property over time. The generous lot also provides potential for an ADU or additional improvements, subject to applicable approvals. A two-car garage plus additional carport provides excellent parking and storage. Ideally situated in Lower South Hillsborough, the property enjoys convenient access to South School, Crystal Springs Uplands School, downtown San Mateo, shopping, dining, and major commute routes.

3 Beds ⋅ 3 Baths ⋅ ML82063576 MLS

Set on approximately 0.62 acres in desirable Lower South Hillsborough, this inviting ranch-style residence offers an exceptional combination of privacy, space, convenience, and tremendous potential. The home features three bedrooms and two-and-a-half bathrooms, with beautiful hardwood floors, freshly painted interiors, and newly refinished flooring creating a bright and welcoming backdrop. A generously sized family room and separate dining room both open directly to the expansive backyard, providing wonderful indoor-outdoor flow and effortless access to the patio and lawn. The private grounds are a standout feature, offering a large outdoor patio, expansive grassy areas, and ample room to reimagine the property over time. The generous lot also provides potential for an ADU or additional improvements, subject to applicable approvals. A two-car garage plus additional carport provides excellent parking and storage. Ideally situated in Lower South Hillsborough, the property enjoys convenient access to South School, Crystal Springs Uplands School, downtown San Mateo, shopping, dining, and major commute routes.

140 Rockridge RD, Hillsborough

Listed by Emma Elfving, 650-773-5115 from Compass
(If provided) CoList: from

Sold listing courtesy of Bijan Amini from QSTRE

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